Wyll is great, because he gives us all that fantastic charm and the devilish content, and then he really helps carry it over the finish line when you get to the city. He adds a lot to the first Act too if you keep him in the mix, like all the stuff with Florrick and whatnot.
I haven't taken him out of Warlock for multi-classing yet, but once he gets his portrait change, Wyll gets first dibs on every single hat I come across. His hat collection is hella boss! I've been trying to find doubles of some hats so I can do different dyes. I wish we could combine stuff like circlets and hats in the same slot, if the apparel isn't enchanted. Basically I like to keep style fit, and low profile so at first glance he can kinda play it off smooth. I mean Florrick still noticed, but I like to head canon that she kinda knew the deal there. I got him going in two runs right now, with slightly different angles for the protagonist, but I'm further along in the one where I kept him sorta standard. Might experiment more with the other one. I did Pact of the Chain on the first out just cause it's fun to have a summon. Typically I pretend the Quasit and Imp are like double agents he might have met somewhere along the way in his previous travels, and they sorta show out again at opportune times to help us mix it up.
I thought the performance was totally solid. He ended up being one of my favorite characters, especially since he's got a lot of hooks in on the main plot.
ps. This is the look I've had him reppin' for his default wardrobe most of the game... Basically I gave him everything in the EA chest, like the hat and the cape and whatnot, just with a dye over. Usually he's alright to part with the enchanted equipment if we're cycling around with other characters, excepts for his kicks! He gets to keep those for the misty step dance routine hehe.